Understand Mac IP Settings

Understanding Internet Address Assignment When you connect to the Internet, you are assigned a unique Public IPv4 address, such as 225.195.118.167, or a newer IPv6 address, like 2000:cfa6:d633:9d1:8aca:d44a:7af8:800. You can verify your address at https://test-ipv6.com/. However, these addresses can be difficult to communicate for those who are not familiar with technical terms, and even specifying MAC addresses like 50:80:b1:80:5c:dc can be error-prone and complex. Understanding Internet Address Assignment When you connect to the Internet, you are assigned a unique Public IPv4 address, such as 225.195.118.167, or a newer IPv6 address, like 2000:cfa6:d633:9d1:8aca:d44a:7af8:800. You can verify your address at https://test-ipv6.com/. However, these addresses can be difficult to communicate for those who are not familiar with technical terms, and even specifying MAC addresses like 50:80:b1:80:5c:dc can be error-prone and complex.

Understanding Internet Address Assignment

When you connect to the Internet, you are assigned a unique Public IPv4 address, such as 225.195.118.167, or a newer IPv6 address, like 2000:cfa6:d633:9d1:8aca:d44a:7af8:800. You can verify your address at https://test-ipv6.com/. However, these addresses can be difficult to communicate for those who are not familiar with technical terms, and even specifying MAC addresses like 50:80:b1:80:5c:dc can be error-prone and complex. Furthermore, this method does not provide any historical data.

How the Internet Access is Facilitated

In order to access a website, such as https://little-batz.co, you initially query a DNS server to convert the domain name (little-batz) and the Top Level Domain (co) of the URL into an IP address, such as 170.170.136.103. Every web request from your computer and browser includes detailed information about its type, for example:

Mozilla/5.0 (Macintosh; Intel Mac OS X 10_9_3) AppleWebKit/537.75.14 (KHTML, like Gecko) Version/7.0.3 Safari/7046A194A

The Significance of Default Gateways

The default gateway is typically an address that is automatically assigned through DHCP. This gateway, like 172.20.207.98 (usually ending in .1 or .254 depending on the scope size), is where your computer forwards all its network traffic. A comprehensive explanation of configuring IPv6 connectivity can be found at how-to-fix-ipv6-connectivity/ but it can also be verified on Mac or Linux using the following command:

ip -6 route show

IPv4 Routes and the Host IPv4 Route Table (inc. VPN)

netstat -rn -f inet | egrep -i "default|0/1|128.0/1"

0/1      172.18.12.193  UGScg  utun3
default  172.20.207.98    UGScg  en0
128.0/1  172.18.12.193  UGSc   utun3

Note: We are not just looking for the default but also for any VPN that overrides the public v4 address space.

IPv6 Routes and the Host IPv6 Route Table (inc. VPN)

netstat -rn -f inet6 | egrep -i "default|2000::/3"

If you have IPv6 active the above should return at least one route (as per below) via a known interface such as “en0 " on a Mac.

default   fe80:76dc:236d:1ff9:4c2c%en0  UGcg   en0
default   fe80::%utun0                   UGcIg  utun0
default   fe80::%utun1                   UGcIg  utun1
default   fe80::%utun2                   UGcIg  utun2
2000::/3  utun3                          USc    utun3

Note: We are not just looking for the default but also for any VPN that overrides the public v6 address space.

Debugging DHCP for both IPv4 and IPv6

To get a look at the low level DHCP configuration (Mac/Linux):

ipconfig getpacket en0

...
domain_name_server (ip_mult): {64.234.213.42, 121.64.108.205}
end (none):
...

So, in the above we are not getting IPv6 DNS servers from the DHCPv4 reply but…

ipconfig getv6packet en0

DHCPv6 REPLY (7) Transaction ID 0x80940b Length 76
Options[4] = {
  CLIENTID (1) Length 14: DUID LLT HW 1 Time 668691856 Addr 50:80:b1:80:5c:dc
  DNS_SERVERS (23) Length 32: 2606:4700:4700::1111, 2001:4860:4860::8844
  DOMAIN_LIST (24) Length 0:  Invalid
  SERVERID (2) Length 10: DUID LL HW 1 Addr 84:f0:a3:83:79:00
}

Solving Connectivity Issues for Wired and Wireless Networks

When it comes to transmitting data to your router, you may be using a wired or wireless (Wi-Fi) medium at the physical and data layer.

Strategies for Apple macOS / OSX Users

Regardless of the version of OSX/macOS you have - whether it’s 10.11.2, 11.2.7, or 12.1.8 - there are various troubleshooting tools available. However, the manual actions and scripts may not provide a series of correlated values over time. This is where automated remote troubleshooting becomes essential, especially for teams that have adopted remote work and Work From Anywhere (WFA) practices.

Useful Built-in Scripts

One of the helpful tools on OSX/macOS is sudo wdutil info, which provides a dump of the current wireless settings to the CLI and can also be configured to generate specific logs for troubleshooting. Additionally, the sysdiagnose tool can be used to generate a wide range of logs, although much of it is only point-in-time in relation to wireless, similar to wdutil.

To run sysdiagnose in the background and write logs to /var/tmp/<blah>.tar.gz, use the command sudo nohup /usr/bin/sysdiagnose -u &. If you prefer to run it interactively, use the command sudo /usr/bin/sysdiagnose, which will give a privacy warning and open Finder in the correct location. Carefully consider the file sizes, which are approximately 300MB.

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